GB882101A - Organosilicon compounds and processes for producing the same - Google Patents
Organosilicon compounds and processes for producing the sameInfo
- Publication number
- GB882101A GB882101A GB30930/57A GB3093057A GB882101A GB 882101 A GB882101 A GB 882101A GB 30930/57 A GB30930/57 A GB 30930/57A GB 3093057 A GB3093057 A GB 3093057A GB 882101 A GB882101 A GB 882101A
- Authority
- GB
- United Kingdom
- Prior art keywords
- silanes
- silane
- siloxanes
- radical
- acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000003961 organosilicon compounds Chemical class 0.000 title 1
- -1 silane ester Chemical class 0.000 abstract 8
- 229910000077 silane Inorganic materials 0.000 abstract 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 4
- 229920001577 copolymer Polymers 0.000 abstract 4
- 150000004756 silanes Chemical class 0.000 abstract 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- 150000001298 alcohols Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 238000010992 reflux Methods 0.000 abstract 2
- 239000005046 Chlorosilane Substances 0.000 abstract 1
- BQDKZHDWNDUYAG-UHFFFAOYSA-N N-nitramidooxynitramide Chemical compound [O-][N+](=O)NON[N+]([O-])=O BQDKZHDWNDUYAG-UHFFFAOYSA-N 0.000 abstract 1
- 239000006096 absorbing agent Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 239000012670 alkaline solution Substances 0.000 abstract 1
- 239000002518 antifoaming agent Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- ZXPDYFSTVHQQOI-UHFFFAOYSA-N diethoxysilane Chemical compound CCO[SiH2]OCC ZXPDYFSTVHQQOI-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000000314 lubricant Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- 238000004513 sizing Methods 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000005292 vacuum distillation Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
Abstract
A silane of the formula <FORM:0882101/IV (a)/1> wherein R is a monovalent substituted or unsubstituted hydrocarbon radical, R1 is H or R, each R3 is H, a monovalent hydrocarbon radical or the radical <FORM:0882101/IV (a)/2> each X is a halogen atom or an alkoxy radical, and a is 0, 1 or 2, is made by admixing a silane of the formula R2aHbSiX4-a-b, wherein each R2 is a monovalent hydrocarbon radical, b is 1, 2 or 3 and a+b\s93, with aliphatic, aromatic or halogenated aliphatic hydrocarbons, or aliphatic cyclic and linear ethers as solvent, and an acrylate of the formula <FORM:0882101/IV (a)/3> and causing the silane and acrylate to react in the presence of a platinum catalyst. Optional substituents on R radicals are halogen, nitro, amino, ether, ketone and aldehyde. The process is effected by adding the acrylate to a refluxing mixture of the silane, solvent and catalyst, with subsequent recovery, e.g. by vacuum distillation, of the silane ester. The effects of using different solvents in varying amounts are discussed. The chlorosilanes produced may be esterified with monohydric alcohols to give the corresponding alkoxy silanes, or the products in general may be transesterified with alcohols or be reacted with acids and esters to yield silanes and siloxanes useful as lubricants, cosmetics, ultra-violet absorbers, chelating compounds and anti-foam agents. The silanes and siloxanes may be used for sizing fibrous glass materials. The silanes can be hydrolyzed to the corresponding carboxylic acid-substituted siloxanes, e.g. by refluxing with an aqueous alcoholic alkaline solution. Alternatively they may be hydrolyzed to give hydrolyzates which can be distilled to recover the pure cyclicsiloxanes. The resulting siloxanes may be co-polymerized with other siloxanes, or the copolymers may be made by co-hydrolysis of the corresponding silanes. Examples describe the preparation of (1) a - and b -carbethoxyethylmethyldichlorosilanes; (3) a -and b -carbethoxyethyltrichlorosilanes; (4) b -carbethoxyethyldichlorosilane; (5) a - and b -carbomethoxyethylmethyldichlorosilanes; (6) b -carbethoxyethylphenyldichlorosilane; (7) b -carbethoxyethylmethylsiloxane cyclic tri-, tetra- and pentamers; (8) b -carbethoxyethylphenylsiloxane cyclics; (9) b -carbomethoxyethylmethyldiethoxysilane; (10) b -carbethoxypropylmethyldichlorosilane and (11) the corresponding diethoxysilane; (12) b -carbethoxypropyltrichlorosilane and (13) the corresponding triethoxysilane; (14) b -carbethoxypropylmethylsiloxane; (15) b -carboxypropylsiloxane; (16) b -carboxypropylmethylsiloxane; (17) b -carbethoxypropylsiloxane; (18, 19, 20) b -carboxypropylmethylsiloxanedimethylsiloxane copolymers; (21) trimethylsiloxy end-blocked copolymers of (18); (22, 23) as in (21) except that the functional radical is b -carbethoxypropyl; (24) b -carbethoxypropylmethylsiloxane-dimethylsiloxane copolymer; and (2) describes the purification of the b -isomer of (1) by decomposition by heat of the a -isomer. The subject-matter of Specifications 804,097 and 804,098 is disclaimed.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US882101XA | 1956-10-12 | 1956-10-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB882101A true GB882101A (en) | 1961-11-15 |
Family
ID=22210026
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB30930/57A Expired GB882101A (en) | 1956-10-12 | 1957-10-03 | Organosilicon compounds and processes for producing the same |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB882101A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1988007536A1 (en) * | 1987-03-31 | 1988-10-06 | Btr Plc | Organosilicon coupling agents |
CN113321810A (en) * | 2021-06-01 | 2021-08-31 | 万华化学集团股份有限公司 | Q-type high-refraction phenyl vinyl silicone oil, and synthesis method and application thereof |
-
1957
- 1957-10-03 GB GB30930/57A patent/GB882101A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1988007536A1 (en) * | 1987-03-31 | 1988-10-06 | Btr Plc | Organosilicon coupling agents |
CN113321810A (en) * | 2021-06-01 | 2021-08-31 | 万华化学集团股份有限公司 | Q-type high-refraction phenyl vinyl silicone oil, and synthesis method and application thereof |
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